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Peekskill to Chicago buses

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Trip Overview

The bus between Peekskill and Chicago takes 23h 13m. The bus runs, on average, 4 times per week from Peekskill to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

23h 13m
Duration
1,052 mi
Distance
$206
Average price
4 times a week
Frequency

Peekskill to Chicago bus times

Buses run 4 times a week between Peekskill and Chicago. The service departs Peekskill at 7:57 AM in the morning, which arrives into Chicago at 06:10:00. All services require a transfer at Tarrytown Rd @ Central Ave and take an average of 23h 13m. The schedules shown below are for the next available departures.

Departing Monday, November 16, 2026

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    Arrives next day

    Westchester County Bee-Line SystemWestchester County Bee-Line SystemFlixbus USA23h 13m • 2 changes

Departing Wednesday, November 18, 2026

  •  → 

    Arrives next day

    Westchester County Bee-Line SystemWestchester County Bee-Line SystemFlixbus USA23h 13m • 2 changes

Departing Thursday, November 19, 2026

  •  → 

    Arrives next day

    Westchester County Bee-Line SystemWestchester County Bee-Line SystemFlixbus USA23h 13m • 2 changes

Departing Friday, November 20, 2026

  •  → 

    Arrives next day

    Westchester County Bee-Line SystemWestchester County Bee-Line SystemFlixbus USA23h 13m • 2 changes

Frequently asked questions

Want to know about travelling from Peekskill to Chicago? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Peekskill to Chicago.ExpandLaunch map view
  • Distance: 1,051.7 mi
  • Duration: 23h 13m

What companies run services between Peekskill, NY, USA and Chicago, IL, USA?

You can take a bus from Nelson Ave @ Main St to Chicago Bus Station via Tarrytown Rd @ Central Ave, Central Ave @ Harding Ave, 5Th Ave @ 35Th St, and New York Midtown in around 25h 47m.

Operators